How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$208 CHEAP FLIGHTS from Hawaii to Chicago

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Cheap Flights from Hawaii to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Hawaii to Chicago

Fri, Nov 13 - Sat, Nov 14

2:03 pm - 5:58 amLIH Lihue-ORD Chicago O'Hare Intl

11h 55m1 stop Los Angeles

2:30 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

12h 00m1 stop San Francisco

$416United Airlines

Mon, Nov 23 - Tue, Dec 1

12:40 pm - 1:18 pmLIH Lihue-ORD Chicago O'Hare Intl

20h 38m1 stop San Diego

2:13 pm - 2:16 pmORD Chicago O'Hare Intl-LIH Lihue

28h 03m1 stop San Diego

$416Multiple Airlines

Thu, Nov 5 - Mon, Nov 9

10:35 pm - 4:09 pmLIH Lihue-ORD Chicago O'Hare Intl

13h 34m1 stop Phoenix Sky Harbor Intl

5:30 am - 1:16 pmORD Chicago O'Hare Intl-LIH Lihue

11h 46m1 stop Los Angeles

$420American Airlines

Fri, Nov 13 - Sat, Nov 14

6:00 am - 11:49 pmLIH Lihue-ORD Chicago O'Hare Intl

13h 49m2 stops Honolulu San Diego

6:35 pm - 3:51 pmORD Chicago O'Hare Intl-LIH Lihue

25h 16m1 stop Seattle/Tacoma Intl

$421Multiple Airlines

Mon, Apr 19 - Thu, Apr 29

2:12 pm - 7:06 amLIH Lihue-ORD Chicago O'Hare Intl

11h 54m1 stop Los Angeles

6:00 am - 12:22 pmORD Chicago O'Hare Intl-LIH Lihue

11h 22m1 stop Los Angeles

$467American Airlines

Thu, Jan 14 - Mon, Jan 18

8:16 am - 1:15 pmHNL Honolulu-ORD Chicago O'Hare Intl

24h 59m1 stop San Diego

7:40 am - 10:34 pmORD Chicago O'Hare Intl-HNL Honolulu

18h 54m1 stop San Diego

$555Alaska Airlines

Wed, Dec 2 - Mon, Dec 7

11:15 pm - 7:00 pmHNL Honolulu-ORD Chicago O'Hare Intl

15h 45m1 stop San Diego

6:47 pm - 11:10 amORD Chicago O'Hare Intl-HNL Honolulu

20h 23m1 stop Seattle/Tacoma Intl

$556Alaska Airlines

Tue, Nov 24 - Tue, Dec 8

10:35 pm - 1:37 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 02m1 stop Seattle/Tacoma Intl

6:49 am - 9:09 pmORD Chicago O'Hare Intl-HNL Honolulu

18h 20m2 stops Atlanta Hartsfield-Jackson Los Angeles

$560Delta

Tue, Nov 24 - Tue, Dec 8

8:50 pm - 4:18 pmHNL Honolulu-ORD Chicago O'Hare Intl

15h 28m2 stops Salt Lake City Detroit Metropolitan Wayne County

5:30 am - 9:09 pmORD Chicago O'Hare Intl-HNL Honolulu

19h 39m2 stops Atlanta Hartsfield-Jackson Los Angeles

$565Delta

Thu, Jan 14 - Mon, Jan 18

4:50 pm - 5:01 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 11mnonstop

9:30 am - 2:58 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 28mnonstop

$567United Airlines

Recent last minute flight deals from Hawaii to Chicago

Thu, Oct 29 - Mon, Nov 2

7:30 pm - 11:19 amLIH Lihue-ORD Chicago O'Hare Intl

10h 49m1 stop Denver Intl

1:30 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 00m1 stop San Francisco

$484United Airlines

Thu, Oct 29 - Mon, Nov 2

7:30 pm - 11:19 amLIH Lihue-ORD Chicago O'Hare Intl

10h 49m1 stop Denver Intl

1:00 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 30m2 stops Denver Intl San Francisco

$490United Airlines

Thu, Oct 29 - Wed, Nov 11

9:20 pm - 2:53 pmHNL Honolulu-ORD Chicago O'Hare Intl

12h 33m1 stop Seattle/Tacoma Intl

7:00 am - 11:32 pmORD Chicago O'Hare Intl-HNL Honolulu

20h 32m2 stops Seattle/Tacoma Intl San Francisco

$570Multiple Airlines

Thu, Oct 29 - Mon, Nov 2

6:30 pm - 2:53 pmLIH Lihue-ORD Chicago O'Hare Intl

15h 23m2 stops Honolulu Seattle/Tacoma Intl

7:57 pm - 4:35 pmORD Chicago O'Hare Intl-LIH Lihue

24h 38m2 stops San Diego Honolulu

$573Multiple Airlines

Mon, Oct 26 - Thu, Oct 29

1:30 pm - 5:55 amHNL Honolulu-MDW Chicago Midway

11h 25m1 stop Oakland

9:40 am - 9:30 pmMDW Chicago Midway-HNL Honolulu

16h 50m1 stop San Diego

$590Southwest

Mon, Oct 26 - Thu, Oct 29

9:55 pm - 3:45 pmHNL Honolulu-MDW Chicago Midway

12h 50m2 stops San Diego Phoenix Sky Harbor Intl

5:25 am - 12:40 pmMDW Chicago Midway-HNL Honolulu

12h 15m1 stop San Diego

$596Southwest

Wed, Oct 28 - Mon, Nov 30

3:15 pm - 9:32 amHNL Honolulu-MDW Chicago Midway

13h 17m1 stop Detroit Metropolitan Wayne County

6:00 am - 2:40 pmMDW Chicago Midway-HNL Honolulu

12h 40m1 stop Atlanta Hartsfield-Jackson

$628Delta

Fri, Oct 30 - Mon, Nov 30

3:15 pm - 9:32 amHNL Honolulu-MDW Chicago Midway

13h 17m1 stop Detroit Metropolitan Wayne County

6:00 am - 2:40 pmMDW Chicago Midway-HNL Honolulu

12h 40m1 stop Atlanta Hartsfield-Jackson

$628Delta

Mon, Oct 26 - Thu, Oct 29

6:01 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

7h 59mnonstop

10:00 am - 2:06 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 06mnonstop

$651American Airlines

Fri, Oct 30 - Thu, Nov 5

6:01 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

7h 59mnonstop

1:24 pm - 10:02 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 38m1 stop Los Angeles

$660American Airlines

Useful Info

Low season	January
High season	November
Cheapest flight	$208

Best time to beat the crowds with an average 31% drop in price.

Most popular time to fly and prices are also 2% lower on average.

Flight from Lihue to Chicago

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$208 Find Cheap Flights from Hawaii to Chicago - Compare and Save

Cheap Flights from Hawaii to Chicago

Recent round-trip flight deals from Hawaii to Chicago

Recent one-way flight deals from Hawaii to Chicago

Recent last minute flight deals from Hawaii to Chicago

Recent direct flight deals from Hawaii to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Hawaii to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Hawaii

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight